House Sitting in Red Oak Heights, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Search Results

Calendar Recently Updated
Sitter Profile Image: Blythe R.
Sitter Profile Image: Blythe R.
1.
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe was so wonderful with our senior Cavalier. Great communication and I came home to a spotless house and a happy well loved pup. I’d absolutely recommend h… (more)

from

$50

per night
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Sitter Profile Image: Stephen & Wipawee D.
Sitter Profile Image: Stephen & Wipawee D.
Pawfessional w/love & care <3
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

Stephen & Amelie (Wipawee) watched our 1 year old dog for the second time. We were out of town for a full week and they took excellent care of our pup and home.… (more)

from

$65

per night
Calendar Recently Updated
Sitter Profile Image: Erica L.
Sitter Profile Image: Erica L.
3.
I'll love them like my own
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

This was our first time having someone stay in our home and it was such a great experience! Erica was wonderful with Bear and Bean and sent photos and updates e… (more)

from

$37

per night
Sitter Profile Image: Rachel H.
Sitter Profile Image: Rachel H.
4.
** Mission: meet ALL the dogs **
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Rachel was absolutely amazing! She was really great at communicating and sending lots of pictures throughout the stay. Most notably, she went above and beyond t… (more)

from

$27

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jenn S.
Sitter Profile Image: Jenn S.
5.
Animals❤️me-Available all holidays!
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

Jenn is a amazing! She is the most kind and compassionate woman. This is the very first time we have ever left our two rescue dogs, so I wasn’t sure what to exp… (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Leandrea R.
Sitter Profile Image: Leandrea R.
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Leandrea mananged to even get through trustful my shy cat. She sent many pictures and updates throughout they stay. I was even a little worried my dog and cat w… (more)

from

$60

per night
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Sitter Profile Image: Katherine B.
Sitter Profile Image: Katherine B.
Dogs are happiness 😊
West Allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I could not say enough great things about katie! As a new dog mom to a puppy, she was so patient and so attentive to my boy. Katie sent tons of pictures, videos… (more)

from

$55

per night
Calendar Recently Updated
Sitter Profile Image: Marie H.
Sitter Profile Image: Marie H.
8.
Your Pets New Favorite Sitter :)
Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Marie is an outstanding sitter! She is very conscientious and generous with her time and affection. I highly recommend her. My two dogs loved her. (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Katelyn A.
Sitter Profile Image: Katelyn A.
Eat. Play. Love.
West allis, WI, 53214
House Sitting, Dog Walking

Katelyn is fantastic! She's incredibly responsive and caring. She came to meet the dogs beforehand, so we could chat which was awesome. One of our dogs in incre… (more)

from

$65

per night
Calendar Recently Updated
Sitter Profile Image: Jessica Z.
Sitter Profile Image: Jessica Z.
10.
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us … (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Taylor W.
Sitter Profile Image: Taylor W.
11.
A Dog's best friend!
Greenfield, WI, 53221
Boarding, House Sitting, Drop-In Visits, Dog Walking

Taylor was amazing with our dog Wren! This was our first time using her and she was kind, punctual, and kept us up to date. We have an oral medication schedule … (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Jeremy M.
Sitter Profile Image: Jeremy M.
12.
Neighbor providing additional love
Juneau Town, milwaukee, WI, 53202
Boarding, House Sitting, Drop-In Visits, Dog Walking

Jeremy was extremely professional! You can tell he truly loves animals and spends time getting to know them so that everything goes smoothly. I had just gotten … (more)

from

$50

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Patricia N.
Sitter Profile Image: Patricia N.
Love them all!
Franklin, WI, 53132
House Sitting, Drop-In Visits, Dog Walking

Pat was great with our kitties! They clearly warmed up to her quickly, and we felt very comfortable being away knowing they were under great care. I was very ap… (more)

from

$30

per night
Calendar Recently Updated
Sitter Profile Image: Faustina Z.
Sitter Profile Image: Faustina Z.
Lover of cuddles and walks!
Hawthorne Glen, Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Faustina was great with our dog. Took him on multiple walks, played with him outside and sent us updates throughout her stay (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Felicity W.
Sitter Profile Image: Felicity W.
The MOST passion animal caretaker:)
St Francis, WI, 53235
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Felicity is amazing! She cared for our big dog and two rabbits while we were out of town. The house was nice when we got home and our pets were happy! She sent … (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Cindy H.
Sitter Profile Image: Cindy H.
16.
Reincarnated Dog Here!
wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Dog Walking

Cindy is absolutely an animal lover. She has 2 dogs and a cat presently and has always had animals. She cared for my dog Vinny and Vinny didn’t want to return… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Charlene F.
Sitter Profile Image: Charlene F.
For the love of the animals
New Berlin, WI, 53151
House Sitting, Drop-In Visits, Dog Walking

Can’t say enough good things about Charlene! Her experience with animals was evident in everything from the meet and greet to her last day of watching my anxiou… (more)

from

$75

per night
Calendar Recently Updated
Sitter Profile Image: Margit B.
Sitter Profile Image: Margit B.
18.
"Wag More, Bark Less"
Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Margit was the best, highly recommend. She gave lots of updates and treated my pup like her own. She even did the laundry. Will be using her again for sure. (more)

from

$40

per night
Sitter Profile Image: Amanda B.
Sitter Profile Image: Amanda B.
19.
Have loved animals since birth.
Greenfield, WI, 53220
House Sitting, Drop-In Visits, Dog Walking

Amanda took great care of our dog, and our home. She communicated every day, and was available when I checked in on the home and dog. She was amazing and I high… (more)

from

$28

per night
Calendar Recently Updated
Sitter Profile Image: Danielle A.
Sitter Profile Image: Danielle A.
An artist who loves animals.
Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Danielle took wonderful care of my cat and dog. Thank you! (more)

from

$75

per night

Dog lovers in Red Oak Heights, Milwaukee, WI love house sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

Rover.com is the simple, savvy way to find and book Red Oak Heights house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Red Oak Heights, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Red Oak Heights house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Red Oak Heights, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including:

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